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0142009578
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Gibson, S.E.1
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0345643345
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A decamethylene ansa bridge is short enough to suppress the flipping of this chain over the benzene ring: D. H. Hochmuth, W. A. Konig, Tetrahedron: Asymmetry 1999, 10, 1089-1097
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A decamethylene ansa bridge is short enough to suppress the flipping of this chain over the benzene ring: D. H. Hochmuth, W. A. Konig, Tetrahedron: Asymmetry 1999, 10, 1089-1097.
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6
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24
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70349950213
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The enantiomeric purity of the cyclized products (12,14,15-24) was confirmed by HPLC analysis on a chiral phase and comparison with the HPLC traces of the corresponding racemic compounds.
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The enantiomeric purity of the cyclized products (12,14,15-24) was confirmed by HPLC analysis on a chiral phase and comparison with the HPLC traces of the corresponding racemic compounds.
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25
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70349951798
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CCDC 727141 (12) and 727142 (14) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.ukJdata- request/cif.
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CCDC 727141 (12) and 727142 (14) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.ukJdata- request/cif.
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26
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70349940836
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For the preparation of tetraene 13, see the Supporting Information.
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For the preparation of tetraene 13, see the Supporting Information.
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27
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70349937561
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1H NMR spectra. The signals of the protons attached to the newly formed C=C bond appeared at higher fields in comparison with those of the benzene analogues (12: δ = 5.26, 15: δ = 4.97). This tendency could be attributed to the stronger anisotropic effect of a naphthalene system relative to that of a benzene ring and/or to the closer spatial relationship of the vinyl hydrogen atoms to the π-electron cloud in the naphthalene system; see: a) T. Kusumi, H. Takahashi, T. Hashimoto, Y. Kan, Y. Asamawa, Chem. Lett. 1994, 1093-1094;
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1H NMR spectra. The signals of the protons attached to the newly formed C=C bond appeared at higher fields in comparison with those of the benzene analogues (12: δ = 5.26, 15: δ = 4.97). This tendency could be attributed to the stronger anisotropic effect of a naphthalene system relative to that of a benzene ring and/or to the closer spatial relationship of the vinyl hydrogen atoms to the π-electron cloud in the naphthalene system; see: a) T. Kusumi, H. Takahashi, T. Hashimoto, Y. Kan, Y. Asamawa, Chem. Lett. 1994, 1093-1094;
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0028263417
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b) T Kusumi, H. Takahashi, P. Xu, T. Fukushima, Y. Asakawa, T. Hashimoto, Y. Kan, Y. Inoue, Tetrahedron Lett. 1994, 35, 4397-4400.
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Hashimoto, T.6
Kan, Y.7
Inoue, Y.8
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